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1/19
Poolside Retreat by Brightwild Cottage w Pool
8.9
Very good
- 1 Bedroom
- 1 Bathroom
- Pets allowed
- Pool
- 4 Guests
- WiFi
- Entire apartment
Well-equipped kitchen
Cook delicious meals in a well-equipped kitchen.
Self-check-in
Flexible arrival time through self-check-in.
Free parking
Stress-free on-site parking.
Ocean view
Enjoy the view of the sea.
Almost booked out. We recommend you book soon.
Well-equipped kitchen
Cook delicious meals in a well-equipped kitchen.
Self-check-in
Flexible arrival time through self-check-in.
Free parking
Stress-free on-site parking.
Ocean view
Enjoy the view of the sea.
Sleeping up to four guests there is a queen size bed in the bedroom and queen pullout couch in the living room.
This updated home is complete with a shared pool with waterfall, and lush, outdoor seating area.
As an added bonus, this home comes with private, off-street parking for one vehicle - a real luxury in the Keys! Kick back and relax in your cozy home away from home with free WiFi, watch your favorite shows on two cable TVs, or cool off out back in the semi-private swimming pool.
With the fully updated, modern kitchen and the gas grill outside, everything you need to have a cookout is right at your fingertips. - New Mattress March 2023! - Shared washer/dryer located in the back of the home. - This unit is pet friendly.
Our requirements are as follows: •40lb maximum per pet •$25/per night •2 pet maximum Please let us know if you plan on bringing your pet. - This unit is apart of a small compound Poolside Paradise - combined with this unit and Poolside Suite next door, allowing for larger groups of up to 10 guests! There is one off street designated parking spot for Poolside Retreat and it is located at 517 Olivia St.
Park your vehicle in the designated parking spot labeled "Poolside Retreat." Please make sure not to park in the spot labeled "Poolside Suite" as that belongs to the unit next door.
There are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet.
As this unit is located in downtown Key West, many attractions are within walking distance.
Feel free to ask us for recommendations!
This updated home is complete with a shared pool with waterfall, and lush, outdoor seating area.
As an added bonus, this home comes with private, off-street parking for one vehicle - a real luxury in the Keys! Kick back and relax in your cozy home away from home with free WiFi, watch your favorite shows on two cable TVs, or cool off out back in the semi-private swimming pool.
With the fully updated, modern kitchen and the gas grill outside, everything you need to have a cookout is right at your fingertips. - New Mattress March 2023! - Shared washer/dryer located in the back of the home. - This unit is pet friendly.
Our requirements are as follows: •40lb maximum per pet •$25/per night •2 pet maximum Please let us know if you plan on bringing your pet. - This unit is apart of a small compound Poolside Paradise - combined with this unit and Poolside Suite next door, allowing for larger groups of up to 10 guests! There is one off street designated parking spot for Poolside Retreat and it is located at 517 Olivia St.
Park your vehicle in the designated parking spot labeled "Poolside Retreat." Please make sure not to park in the spot labeled "Poolside Suite" as that belongs to the unit next door.
There are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet.
As this unit is located in downtown Key West, many attractions are within walking distance.
Feel free to ask us for recommendations!
Poolside Suite is located in the heart of "Old Town" Key West and is just half a block from world famous Duval St. You are well within walking distance to some of the most popular spots in Key West such as the Earnest Hemingway Museum, the Southernmost Point, Key West Lighthouse, The Butterfly Conservatory and much more. There is a CVS about a block away in case you need to stock up on drinks and snacks. There are also amazing restaurants nearby such as Blue Heaven, Seven Fish, Santiago's Bodega, and the Better Than Sex Dessert Restaurant.
What this place offers you
Pool
WiFi
Garage
Terrace
Air conditioning
TV
Kitchen
Yard
Sleeping arrangements
Bedroom 1
1 Sleeping couch
Bedroom 2
1 Double bed
Where you'll stay
Explore map
House rules
- Check-in: From 4:00 PM to 6:00 PM
- Check-out: Until 10:00 AM
- Pets allowed
Good to know
- Self check-in
- Long term stays allowed
Guest reviews
8.9
Very good
Exceptional
10.0
Jonathan H., Aug 2025
Thank you for the accommodations. This is a duplex so keep that in mind when booking. Our initial check-in had a slight hiccup due to an access code issue to unlock both doors (duplex), but a phone call with Brightwind and all was well. My friends and family enjoyed our stay. Nice location within wa...
Exceptional
10.0
Frances D., May 2025
This was a great place for our whole crew to stay with kitchens and spaces outdoor and indoor to gather. There were 6 of us, so sharing two bathrooms wasn’t a problem. We could have slept up to 8 but more than that would have been a squeeze!
Exceptional
10.0
Kerrie B., Nov 2025
Location was spot on. The house was simple to keep clean and was so dang cute. Would like to see some door locks up high on door so I know my kids can’t get out
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